440332-75-2Relevant academic research and scientific papers
Stereoselective intermolecular carbolithiation of open-chain and cyclic 1-Aryl-1-alkenyl N,N-diisopropylcarbamates coupled with electrophilic substitution. Observation of p-carboxylation in a benzyllithium derivative
Peters, Jan Georg,Seppi, Michael,Fr?hlich, Roland,Wibbeling, Birgit,Hoppe, Dieter
, p. 381 - 392 (2002)
1-Aryl-1-alkenyl N,N-diisopropylcarbamates (1) are obtained from alkyl aryl ketones and N,N-diisopropylcarbamoyl chloride (CbCl) by heating with excess pyridine. These undergo facile syn-carbolithiation by alkyllithium/diamine and produce configurationally stable lithiated benzyl carbamates, which have been trapped with different electrophiles. If the reaction is carried out in the presence of chiral diamines, such as (-)-sparteine or (-)-α-isosparteine, moderate enantiofacial differentiation is observed.
